Kissimmee Homes For Sale & Real Estate - 3366 homes

Remarks: SHORT-TERM RENTALS ALLOWED | AIRBNB FRIENDLY | GATED COMMUNITY | INVESTMENT OPPORTUNITY! Incredible opportunity to own a versatile 2-bedroom, 2-bath condominium in one of Kissimmee's most sought-after locations. Whether you're searching for a profitable Airbnb, vacation rental, long-term investment, second home, or primary residence, this property offers the flexibility today's buyers and investors are looking for. Located inside a well-maintained gated community, this move-in-ready condo features an open and functional floor plan filled with natural light, spacious bedrooms, comfortable living and dining areas, and a layout designed for both everyday living and rental success. Residents enjoy outstanding community amenities including a gated entrance, resort-style swimming pool, fitness center, tennis courts, playground, and beautifully maintained grounds. Location is everything! Conveniently situated just minutes from US-192, Osceola Parkway, SR-417, Florida's Turnpike, and John Young Parkway, providing quick access throughout Central Florida. Enjoy being close to Walt Disney World, Disney Springs, Universal Orlando Resort, SeaWorld Orlando, Old Town, Downtown Kissimmee, The Loop shopping district, Publix, Target, Walmart, premium dining, entertainment, golf courses, medical centers, and Orlando International Airport. With strong rental potential, outstanding amenities, an unbeatable location, and the flexibility to allow short-term rentals, this property is an exceptional opportunity for investors and homeowners alike. Don't miss your chance to own a piece of Central Florida in one of the area's highest-demand rental markets. Schedule your private showing today before this opportunity is gone!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)

Remarks: Fully Furnished Luxury Short-Term Rental – Turnkey Investment Property Stunning 5-bedroom, 5-bathroom fully furnished home located in one of Kissimmee’s most desirable short-term rental communities. This property is designed for maximum rental performance and immediate income generation. Beautifully themed and professionally decorated throughout, each room offers a unique and immersive guest experience, making it highly attractive for vacation rentals and Airbnb guests. Enjoy a private screened-in pool, perfect for families and large groups seeking a resort-style stay. Fully booked calendar in place, providing instant cash flow from day one. This is a true turnkey property — fully operational, fully furnished, and completely ready to continue generating income with zero setup required. Prime location in Kissimmee, close to major attractions, theme parks, dining, and entertainment, making it highly desirable for short-term rental demand.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Ane Bertol Bertol (407-577-5607)

Remarks: MOVE-IN READY | GATED COMMUNITY | PRIME KISSIMMEE LOCATION | PERFECT AS A PRIMARY HOME OR INVESTMENT 2-bedroom, 2-bath condominium located on the second floor of the desirable gated Arbors of Sendera community in the heart of Kissimmee. Perfect as a primary residence, seasonal getaway, or investment opportunity, this beautifully maintained home features an open and functional floor plan with a spacious living and dining room combination filled with natural light, creating the perfect space for relaxing or entertaining. The kitchen offers generous cabinet storage, a closet pantry, and an efficient layout designed for everyday living. The spacious primary suite includes a private en-suite bathroom with a walk-in shower, while the second bedroom and full guest bathroom provide comfort and flexibility for family, guests, or a home office. Step outside to your private screened balcony, an ideal place to enjoy your morning coffee or unwind after a long day. Residents enjoy outstanding community amenities including a swimming pool, fitness center, tennis courts, playground, and beautifully maintained grounds. Location is everything, and this home delivers! Conveniently situated just minutes from US-192, John Young Parkway, Osceola Parkway, Florida's Turnpike, and SR-417, providing quick access throughout Central Florida. Enjoy being close to The Loop shopping district, Publix, Walmart Neighborhood Market, Target, Home Depot, The Florida Mall, countless restaurants, shopping, entertainment, medical offices, and Osceola Regional Medical Center. World-renowned attractions including Walt Disney World, Disney Springs, Universal Orlando Resort, SeaWorld Orlando, and Orlando International Airport are all within an easy drive. Combining comfort, convenience, and an unbeatable location, this move-in-ready condo offers exceptional value in one of Central Florida's most desirable areas. Schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Lisbeth Diaz De Rico (407-724-7383)

Remarks: What's Special: Corner Lot | Pond View | Loft | Covered Lanai | Gourmet Kitchen. New Construction - Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Santa Rosa at 5641 Gingham Drive in Westview! This thoughtfully designed new two-story home offers a bright and open layout perfect for everyday living and entertaining. The foyer leads to a spacious great room that flows seamlessly into the dining area and gourmet kitchen, creating the heart of the home. The first-floor primary suite provides a private retreat with a well-appointed bath and walk-in closet. The covered lanai extends your living space outdoors for relaxing or gathering. Upstairs, a versatile loft overlooks the great room below and is complemented by three secondary bedrooms and two full bathrooms for added comfort. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: quartz countertops in kitchen and primary bath, tray ceiling package, rain shower head in primary bath, and personalized home technology. Photos are for representative photos only. MLS#O6415964

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Under contract-accepting backup offers. Great opportunity for first-time homebuyers, growing families, and investors! This spacious 4-bedroom, 3.5-bath home offers incredible potential to build equity while creating a space that reflects your personal style. The home is structurally sound, with much of the main living areas in good condition and is ready for cosmetic updates to the kitchen and bathrooms. Whether you're looking for your first home, a property to customize over time, or your next investment project, this home offers outstanding value and upside potential. Conveniently located in an established neighborhood close to shopping, dining, schools, parks, and major roadways, making commuting and everyday living easy. The property is being sold As-Is, presenting a fantastic opportunity to renovate, add value, and make it your own. Don't miss your chance to turn this property into your dream home or a rewarding investment.

Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)

Listing Agent: Yvonne Vickers (954-687-8189)

Remarks: PRICE IMPROVEMENT! FULLY FURNISHED! AIRBNB FRIENDLY 3 Bedrooms | 2 Baths | Fully Furnished Located in a resort-style, guard-gated community with short-term rental allowed—perfect for investors or buyers seeking a turn-key income-producing property! Features include Fully furnished unit, Resort-style amenities, 24/7 gated security deal for Airbnb / VRBO, Prime location close to attractions, shopping, and dining. This is the opportunity you’ve been waiting for!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Paola Almonte (407-968-7511)

Remarks: TURNKEY * FULLY FURNISHED * READY TO PRODUCE INCOME * Welcome to this exceptional 8-bedroom, 5-bath pool home offering just under 4,000 sq. ft. in the highly sought-after Storey Lake Resort. Beautifully furnished and thoughtfully designed, this home features themed bedrooms, an open-concept layout, a gourmet kitchen with quartz countertops and stainless steel appliances, a dedicated game room, and a private screened heated pool and spa. Ideally located just minutes from Walt Disney World, Disney Springs, Universal Orlando, premier shopping, dining, Orlando International Airport, and Central Florida's top attractions. Whether you're looking for a primary residence, second home, or investment property, this move-in-ready home provides exceptional versatility and outstanding income potential.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Welcome home! This 4-bedroom, 2-bathroom home is move-in ready and waiting for its next chapter! Wood laminate flooring runs throughout, giving the space a clean, cohesive feel from the moment you walk in. The spacious kitchen overlooks the living room, an open-concept layout that keeps the home feeling connected and easy to live in, whether you're cooking for the family or hosting friends. The primary suite offers a private retreat with an en-suite bathroom and a generous walk-in closet. Three additional bedrooms and a full guest bath round out the floor plan with plenty of flexibility for family, guests, or a home office. A 2-car garage adds everyday convenience, and the overall layout makes excellent use of every square foot. Don't miss the opportunity to own this home!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Ray Lopez (407-697-8298)

Remarks: Short Sale. Discover the perfect balance of comfort, style, and location in this beautiful townhome located in the exclusive Lake Wilson Reserve community. Built in 2023, this property offers 3 bedrooms, 2.5 bathrooms, and approximately 1,793 square feet of living space thoughtfully designed to meet the needs of modern living. Upon entering, you'll find a bright and inviting atmosphere with an open-concept design that maximizes functionality and spaciousness. The kitchen flows seamlessly into the dining and living areas, creating an ideal environment for everyday living and for sharing special moments with family and friends. Abundant natural light enhances every space, contributing to a pleasant sense of spaciousness and comfort. The spacious primary suite offers privacy and comfort, complemented by an ensuite bathroom and ample storage. The secondary bedrooms provide flexibility to accommodate family members, guests, or even a home office. Additional features include a one-car garage and a private outdoor area, perfect for relaxing and enjoying the Florida lifestyle. Strategically located in Kissimmee, this property boasts quick access to US-192 and I-4, providing convenient connections to Walt Disney World, shopping centers, restaurants, entertainment venues, and other major Central Florida attractions. Whether you're seeking a primary residence, a second home, or an investment opportunity, this property is an excellent choice in one of the region's fastest-growing and most developed areas. Its prime location, modern design, and attractive features also make it an appealing option for those looking for a property with long-term investment potential.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Norma Lagonell (954-544-1676)

Remarks: Fantastic location in a highly desirable gated community! This move-in ready home is ideally located just minutes from The Loop Town Center, top rated restaurants, shopping plazas, medical facilities, major highways, the airport, and only 10 minutes from Disney and the theme parks. Enjoy added peace of mind with a BRAND NEW roof (05/2026) and NEW A/C, making this home truly move-in ready. Featuring an open floor plan filled with natural light, this beautifully maintained home offers 3 spacious bedrooms, high ceilings, a formal dining area, and a breakfast nook perfect for everyday living and entertaining. Residents enjoy resort-style amenities including a community pool, clubhouse, fitness center, tennis courts, walking trails, gated privacy, and HOA-maintained lawn care. This home truly combines comfort, convenience, and lifestyle in one exceptional location!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Delia Navarro, Llc (321-541-8242)

Remarks: Welcome to this charming 3-bedroom, 2-bathroom home offering comfort, space, and exceptional curb appeal. Situated on a generously sized lot, this well-maintained property features an expansive green lawn, providing plenty of room for outdoor entertaining, family gatherings and pets. Additionally, there is a lovely above-ground pool which offers a refreshing escape on warm Florida days. Inside, the thoughtfully designed floor plan offers comfortable living spaces, spacious bedrooms, and functional accommodations for families, first-time homebuyers, or those looking to downsize without sacrificing comfort. The primary suite includes a private bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. The home's attractive exterior is highlighted by a covered entryway, wide driveway, and privacy fencing, creating a welcoming atmosphere and added convenience. Located in a desirable, established neighborhood, this property combines peaceful residential living with easy access to shopping, dining, schools, and major roadways. You can walk to Walmart and other shopping areas. This inviting home offers the perfect combination of indoor comfort and outdoor space, making it a wonderful place to call home. A Connector Expressway is being constructed which will allow easier access to major roadways which will result in less traffic and congestion. House is MOVE IN READY.

Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)

Listing Agent: Moe Mossa (888-490-1268)

Remarks: Welcome to this beautifully renovated custom home in the sought-after St. James Park community of Kissimmee. Situated on a large lot with NO HOA, this 4-bedroom, 4.5-bath home offers approximately 3,300 square feet of updated living space. AMERICAN HOME SHIELD WARRANTY for one year included! The home features custom front doors, new windows, Luxury Vinyl Plank flooring, crown molding, plantation shutters, recessed lighting, built-in speakers, and custom finishes throughout. The remodeled kitchen includes granite countertops, custom cabinets, Frigidaire Gallery refrigerator and freezer, built-in stainless steel appliances, cooktop, upgraded vent hood, built-in ice maker, trash compactor, and a large breakfast bar. The dining room features a coffered ceiling and a custom wine cellar with iron doors. The spacious living room includes a spiral staircase, built-in entertainment wall, and gas fireplace. A private glass-enclosed office provides an ideal work-from-home space. The owner's suite includes custom closets, a private sauna, freestanding soaking tub, dual vanities with lighted mirrors, and a large walk-in shower. Two additional bedrooms share an updated Jack-and-Jill bath, while the fourth bedroom has its own private remodeled bath. Step outside to a screened saltwater pool, covered lanai, outdoor bar with sink, microwave, and TV, plus a large pool deck and privacy fence—perfect for entertaining. A pool bath with walk-in shower adds convenience. Additional updates include a 2023 roof, 2023 water heater, 2022 A/C for the bedroom wing, and 2018 A/C for the main house. The oversized two-car garage offers only extra storage and golf cart space. Over $300K in renovations! Schedule your tour!

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Jeff Baker (407-437-9909)

Remarks: Price Reduced. Excellent opportunity for buyers and investors. Location, Location, Location! Beautiful 3-bedroom, 2-bath fully furnished townhome in Lucaya Village Resort, Kissimmee, FL — just minutes from Walt Disney World and Orlando’s top attractions. This move-in-ready home features an open floor plan, modern kitchen with stainless steel appliances, and a spacious master suite with private bath conveniently located on the first floor, offering comfort, privacy, and easy access to the main living areas Enjoy resort-style amenities, including a heated pool, fitness center, clubhouse, playground, and 24-hour gated security. Perfect as a vacation home, short-term rental investment, or primary residence. Located near shopping, dining, and major highways.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Rahman Pesciotta (305-733-2080)

Remarks: *Discover Your Dream Getaway in Regal Oaks!* This stunning and fully furnished 2-bedroom townhouse offers a harmonious blend of comfort, style, and convenience. Each bedroom features a private en-suite bathroom, providing guests with the ultimate in relaxation and privacy during their stay. Step inside to find a thoughtfully designed living space adorned with modern decor and high-quality furnishings, ensuring a welcoming atmosphere for both you and your guests. The well-appointed kitchen is a chef's delight, featuring sleek stainless steel appliances, including a refrigerator, microwave, dishwasher, and range, perfect for preparing meals and entertaining family and friends. Outside, indulge in your own personal oasis with a hot tub, ideal for unwinding after a thrilling day at the nearby theme parks or exploring the many attractions Central Florida has to offer. Nestled within the highly sought-after Regal Oaks community, residents enjoy access to an array of resort-style amenities, including a sparkling community pool, a welcoming clubhouse, a fitness center, and recreational facilities. The community’s lush landscaping and tranquil atmosphere make it a perfect retreat from the hustle and bustle of everyday life. This townhouse is not only a wonderful vacation retreat but also an income-producing property, currently enrolled in a successful short-term rental program. This presents a fantastic investment opportunity for those looking to generate rental income while enjoying the benefits of ownership in a prime location. Conveniently located just a short drive from the charming town of Celebration, you’ll have easy access to a variety of delightful restaurants, boutique shops, and vibrant local events. With Walt Disney World, Universal Studios, and other major attractions just minutes away, this property serves as an ideal base for your adventures in the heart of Florida. Don’t miss out on this incredible opportunity to own a slice of paradise in Kissimmee. Schedule your private showing today and experience everything this exceptional townhouse and community have to offer!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Emidio Dias Carvalho Neto, Llc (407-341-6611)

Remarks: Move-in ready three-bedroom, two-bathroom home located in the Poinciana Subdivision Neighbourhood 5 North Village. This residence features a functional layout designed for modern living, highlighted by a kitchen that is beautifully finished with quartz countertops and stainless steel appliances. The primary suite offers added convenience with a large walk-in closet, providing ample storage space. The exterior of the home includes a fully fenced-in backyard, offering a secure space for outdoor entertaining or pets. Perfectly positioned near shopping, dining, schools, and everyday essentials, this home is part of a Planned Unit Development (PUD) with low HOA fees. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to the beautiful community of Indian Wells. This home offers 3 bedrooms and 2 bathrooms in the main home, but also has an attached in-law suite that offers a bedroom, full bathroom, and family room. It has a door that leads into the main home, but also has a private sliding glass door entrance from the rear of the home. The home has vinyl wood flooring throughout most of the living area, and offers a spacious living room. The back yard overlooks the beautiful pond loaded with fish, ducks, and wonderful natrue views. The HOA is voluntary in Indian Wells, but if joined for only $125 annually, you have access to a swimming pool, basketball court, tennis court, and playground area. The community is located nearby the theme parks and plenty of shopping and dining options. Both short and long-term rental options are allowed, making it a great potential investment as well.

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Priced to Sell! Don't miss this move-in-ready 2-bedroom, 2-bathroom home located in a desirable gated community. Freshly painted inside and out, this well-maintained property features a bright, open-concept floor plan with spacious living and dining areas, creating the perfect space for everyday living and entertaining.The home also includes a convenient indoor laundry room, adding comfort and functionality to your daily routine. Whether you're looking for your first home, downsizing, or searching for an excellent investment opportunity, this property checks all the boxes.With its attractive price, fresh updates, and prime location, this home is ready for its new owners. Schedule your private showing today before this incredible opportunity is gone!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Rosemary Camilo Diaz (407-791-7152)

Remarks: Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This spacious 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of thoughtfully designed living space, perfect for large groups looking for comfort, privacy, and resort-style amenities. The open-concept main floor features a generous living and dining area, a fully equipped kitchen, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — a dedicated laundry room, and a game room for added entertainment. Step outside to your private screened pool with heated spa, surrounded by a covered patio and deck — the perfect setting for relaxing afternoons under the Florida sun. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with strong short-term rental potential or a private family retreat steps from the magic of Orlando, 7765 Tosteth Street is ready to deliver. Offered fully furnished and ready to generate income from day one.

Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)

Listing Agent: Cristobal Murature Reggiardo (407-433-1933)

Remarks: Under contract-accepting backup offers. Welcome to this stunning 4-bedroom, 3-bathroom home in the highly sought-after, gated community of Brighton Lakes! Featuring a spacious 3-car garage and a desirable 3-way split floor plan, this home offers the perfect blend of comfort, style, and privacy. From the moment you walk in, you’ll be impressed by the elegant formal living and dining areas—perfect for hosting and entertaining. The heart of the home is the oversized kitchen, complete with a large island, expansive breakfast bar, and all appliances included—ideal for gatherings, family meals, and making memories. The thoughtfully designed layout includes a convenient Jack & Jill bathroom, spacious bedrooms, and beautiful tiled flooring throughout the main living areas. Every detail has been designed with both functionality and lifestyle in mind. Step outside and imagine the possibilities—plenty of space to relax, entertain, and enjoy Florida living at its best! Centrally located near shopping, dining, medical facilities, and so much more, this home offers not just a place to live, but a lifestyle you’ll love. Don’t miss your opportunity to own this incredible home—schedule your showing today! Roof replaced 2025 and A/C replaced 2024.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Mary Clevenger (407-870-8388)

Remarks: Under contract-accepting backup offers. Move-in ready three-bedroom, two-bathroom home located in the desirable Buenaventura Lakes Unit 03 neighbourhood. This residence features an open floor plan that creates a seamless flow throughout the main living areas. The updated kitchen serves as a stylish heart of the home, boasting granite countertops and modern stainless steel appliances. The primary bedroom offers great storage with a large walk-in closet, while the exterior of the property includes a private, fully fenced-in backyard that is perfect for outdoor activities and entertaining. Everyday conveniences are right at your fingertips with major highways, shopping centers, grocery stores, medical facilities, and dining options surrounding the area, creating an effortless lifestyle. Additionally, you are just minutes away from world-famous attractions like Walt Disney World, Universal Studios, and SeaWorld. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)